title: Hexadecadehydrodibenzo[20]-, tetracosadehydrotribenzo[30]-, and dotriacontadehydrotetrabenzo[40]annulenes: syntheses, characterizations, electronic properties, and self-associations.
abstract: Hexadecadehydrodibenzo[20]-, tetracosadehydrotribenzo[30]-, and dotriacontadehydrotetrabenzo[40]annulene derivatives ([20]-, [30]-, and [40]DBAs) possessing tetrayne linkages were synthesized. X-ray diffraction analysis demonstrated that the molecules of [30]DBA and p-xylene form a 2D sheetlike structure. Planar [20]- and [30]DBAs show significantly weak or almost no tropicity. The extension of the acetylenic linkages from a diyne to a tetrayne unit narrows HOMO-LUMO gaps. The self-association behavior of [30]DBA in solution resulting from effective π-π stacking interactions was observed.
authors.affiliation: Division of Molecular Science, Faculty of Science and Technology, Gunma University, 1-5-1 Tenjin-cho, Kiryu, Gunma 376-8515, Japan.
authors.forename: Shin-ichiro
authors.initials: S
authors.lastname: Kato
authors.forename: Nobutaka
authors.initials: N
authors.lastname: Takahashi
authors.forename: Yosuke
authors.initials: Y
authors.lastname: Nakamura